benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside
• CAS No.: 756496-82-9
• Molecular Formula: C₅₉H₇₂O₁₃Si
• Molecular Weight: 1017.3

Synonyms:benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside

Chemical Property of benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside

There total 10 articles about benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

p-methoxybenzyl chloride (824-94-2) + benzyl (3-O-allyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside (756496-90-9) → benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside (756496-82-9)

Guidance literature:

With sodium hydride; potassium iodide; In N,N-dimethyl-formamide; at -30 ℃; for 5h;

DOI:10.1002/ejoc.200300807

Reference yield:

benzyl bromide (100-39-0) → benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside (756496-82-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 630 mg / NaH / dimethylformamide / 5 h

2: nBu₄NF / tetrahydrofuran / -30 - 20 °C

3: 0.99 g / imidazole / dimethylformamide / 4 h / 0 °C

4: 50 percent / Et₃N / acetonitrile / 24 h / -40 °C

5: 51 percent / NaH; KI / dimethylformamide / 5 h / -30 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/ejoc.200300807

Reference yield:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-1,2-O-(1-methoxyethylidene)-α-D-glucopyranose (299174-87-1) → benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside (756496-82-9)

Guidance literature:

Multi-step reaction with 11 steps

1.1: NaOMe; MeOH / 4 h

2.1: Bu₂SnO / methanol / 15 h / 60 °C

2.2: 11.84 g / Bu₄NI / toluene / 17 h / 60 °C

3.1: 70 percent / 3 Angstroem molecular sieves; trifluoromethanesulfonic acid / acetonitrile / 0 °C

4.1: camphorsulfonic acid / acetonitrile / 0.5 h

5.1: 3.35 g / collidine / dimethylformamide / 20 °C

6.1: NaOH / ethanol / 40 °C

7.1: 630 mg / NaH / dimethylformamide / 5 h

8.1: nBu₄NF / tetrahydrofuran / -30 - 20 °C

9.1: 0.99 g / imidazole / dimethylformamide / 4 h / 0 °C

10.1: 50 percent / Et₃N / acetonitrile / 24 h / -40 °C

11.1: 51 percent / NaH; KI / dimethylformamide / 5 h / -30 °C

With 1H-imidazole; 2,3,5-trimethyl-pyridine; methanol; sodium hydroxide; trifluorormethanesulfonic acid; 3 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; di(n-butyl)tin oxide; triethylamine; potassium iodide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; acetonitrile; 1.1: Zemplen deacetylation;

DOI:10.1002/ejoc.200300807

upstream raw materials:

p-methoxybenzyl chloride

benzyl (3-O-allyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside

benzyl bromide

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-1,2-O-(1-methoxyethylidene)-α-D-glucopyranose

Downstream raw materials:

Benzoic acid (2R,3R,4S,5R,6R)-2,4-bis-benzyloxy-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-5-[(2S,4aR,6S,7R,8S,8aR)-8-hydroxy-7-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-tetrahydro-pyran-3-yl ester

(2R,3R,4R,5R,6R)-5-[(2S,4aR,6S,7R,8S,8aS)-8-Allyloxy-7-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2,4-bis-benzyloxy-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-tetrahydro-pyran-3-ol

benzyl (3-O-allyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside

benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-β-D-glucopyranoside

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 756496-82-9 benzyl [3-O-allyl-4,6-O-benzylidene-2-O-(p-methoxybenzyl)-β-D-galactopyranosyl]-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(thexyldimethylsilyl)-β-D-glucopyranoside

Send

Send

Metric Ton KG G Pound L ML

Send

Send